[(1R)-1-[(1S,2Z,4R,6R,7S,8S,11S)-1,4,6-triethyl-2-(2-methoxy-2-oxoethylidene)-3,9,10-trioxatricyclo[5.3.1.04,11]undecan-8-yl]ethyl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate | 1187313-40-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(1R)-1-[(1S,2Z,4R,6R,7S,8S,11S)-1,4,6-triethyl-2-(2-methoxy-2-oxoethylidene)-3,9,10-trioxatricyclo[5.3.1.04,11]undecan-8-yl]ethyl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS: 1187313-40-1
• 化学式: C₂₉H₃₇F₃O₈
• 分子量: 570.603
• InChiKey: WTSJXKJVKJZGSR-SLMMLCCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  gracilioether A 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成 [(1R)-1-[(1S,2Z,4R,6R,7S,8S,11S)-1,4,6-triethyl-2-(2-methoxy-2-oxoethylidene)-3,9,10-trioxatricyclo[5.3.1.04,11]undecan-8-yl]ethyl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Gracilioethers A−C, Antimalarial Metabolites from the Marine Sponge Agelas gracilis

  摘要：

  Three new antiprotozoan compounds, gracilioethers A-C (1-3), have been isolated from the marine sponge Agelas gracilis. Their structures were elucidated on the basis of spectroscopic and chemical methods. Gracilioethers A-C showed antimalarial activity against Plasmodium falciparum with IC50 values of 0.5-10 mu g/mL, whereas gracilioether B (2) also showed antileishmanial activity.

  DOI：

  10.1021/jo900380f

文献信息

• Gracilioethers A−C, Antimalarial Metabolites from the Marine Sponge <i>Agelas gracilis</i>
  作者：Reiko Ueoka、Yoichi Nakao、Shizuka Kawatsu、Junko Yaegashi、Yoshitsugu Matsumoto、Shigeki Matsunaga、Kazuo Furihata、Rob W. M. van Soest、Nobuhiro Fusetani

  DOI：10.1021/jo900380f

  日期：2009.6.5

  Three new antiprotozoan compounds, gracilioethers A-C (1-3), have been isolated from the marine sponge Agelas gracilis. Their structures were elucidated on the basis of spectroscopic and chemical methods. Gracilioethers A-C showed antimalarial activity against Plasmodium falciparum with IC50 values of 0.5-10 mu g/mL, whereas gracilioether B (2) also showed antileishmanial activity.